ACCESSION: MSBNK-AAFC-AC000773
RECORD_TITLE: Dehydrohistidyl-tryptophanyl-diketopiperazine; LC-ESI-ITFT; MS2; CE: 30; R=17500; [M+H]+
DATE: 2017.07.07
AUTHORS: Megan J. Kelman, Justin B. Renaud, Mark W. Sumarah, Agriculture and Agri-Food Canada
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) 2017
PUBLICATION: Visagie, C. M.; Renaud, J. B.; Burgess, K. M. N.; Malloch, D. W.; Clark, D.; Ketch, L.; Urb, M.; Louis-Seize, G.; Assabgui, R.; Sumarah, M. W.; et al. Fifteen New Species of Penicillium. Persoonia - Molecular Phylogeny and Evolution of Fungi 2016, 36 (1), 247–80. DOI:10.3767/003158516x691627
COMMENT: CONFIDENCE Penicillium bissettii

CH$NAME: Dehydrohistidyl-tryptophanyl-diketopiperazine
CH$NAME: (e)-3-(1h-imidazol-4-ylmethylene)-6-(1h-indol-3-ylmethyl)-2,5-piperazinedione
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C₁₇H₁₅N₅O₂
CH$EXACT_MASS: 321.12256
CH$SMILES: C1=CC=C2C(=C1)C(=CN2)CC3C(=O)N/C(=C/C4=CN=CN4)/C(=O)N3
CH$IUPAC: InChI=1S/C17H15N5O2/c23-16-14(5-10-7-19-13-4-2-1-3-12(10)13)21-17(24)15(22-16)6-11-8-18-9-20-11/h1-4,6-9,14,19H,5H2,(H,18,20)(H,21,24)(H,22,23)/b15-6+
CH$LINK: INCHIKEY ITXQTTPWGBFRNK-GIDUJCDVSA-N
CH$LINK: PUBCHEM CID:51136281
CH$LINK: CHEMSPIDER 29215612
CH$LINK: COMPTOX DTXSID00894047

AC$INSTRUMENT: Q-Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: IONIZATION_VOLTAGE 3.9 kV
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30(NCE)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$CHROMATOGRAPHY: COLUMN_NAME Agilent RRHD Eclipse 50 x 2 mm, 1.8 uM
AC$CHROMATOGRAPHY: FLOW_GRADIENT 100:0 at 0 min, 100:0 at 0.5 min, 0:100 at 3.5 min, 0:100 at 5.5 min, 100:0 at 7 min
AC$CHROMATOGRAPHY: FLOW_RATE 0.3 mL min-1
AC$CHROMATOGRAPHY: RETENTION_TIME 2.17
AC$CHROMATOGRAPHY: NAPS_RTI 455
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA

MS$FOCUSED_ION: BASE_PEAK 193.0722
MS$FOCUSED_ION: PRECURSOR_M/Z 322.1293
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Proteowizard
MS$DATA_PROCESSING: RECALIBRATE based on Fragment ion formula determination
MS$DATA_PROCESSING: INTENSITY CUTOFF 0.05 Base Peak

PK$SPLASH: splash10-006x-0905000000-ffe0208b7ac319fba3bd
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  130.0654 C9H8N1+ 2.06
  162.03 C7H4N3O2+ 1.31
  191.0563 C8H7N4O2+ -0.19
  192.0644 C8H8N4O2+ 1.24
  193.0722 C8H9N4O2+ 1.1
  322.1302 C17H16N5O2+ 1.12
PK$NUM_PEAK: 6
PK$PEAK: m/z int. rel.int.
  130.0651 13538.3095703125 57
  162.0298 14312.3837890625 61
  191.0563 15251.4736328125 65
  192.0642 25257.078125 108
  193.072 230376.609375 999
  322.1298 197878.0 857
//